Water → 2-(4-Methoxyphenyl)butane

HRID 2360508Notes

Reaction equation

HRID 2360508 reaction equation
[CH:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH2:3][CH3:4])[CH3:2].[C:12](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O.C(OCC)(=O)C>[CH:1]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)([CH2:3][CH3:4])[CH3:2]

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodide2×HCID 74534-sec-ButylphenolHCID 11430Potassium Carbonate2×

Product 1

HCID 5212472-(4-Methoxyphenyl)butane

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2 g 4-sec-butyl-phenol are dissolved in 15 ml N,N-dimethylformamide, combined with 2.2 g potassium carbonate, stirred for 30 minutes and then combined with 830 μl methyl iodide. The mixture is stirred for 12 hours and then a further 600 mg potassium carbonate and 300 μl methyl iodide are added. After stirring for 3 hours the mixture is divided between water and ethyl acetate and the organic phase is washed with saturated aqueous sodium chloride solution. It is dried with magnesium sulphate and the solvents are eliminated in vacuo. The product thus obtained is further reacted directly.

Workup

  1. stirringThe mixture is stirred for 12 hours
  2. stirringAfter stirring for 3 hours the mixture
  3. washthe organic phase is washed with saturated aqueous sodium chloride solution
  4. dry with materialIt is dried with magnesium sulphate
  5. customThe product thus obtained
  6. customis further reacted directly

Sources & evidence

ORD record
ord-ad2e3453f8914762a29a3b39c7ea7f7d
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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